My main gear currently are an Ifi Zen DAC and some nice Hifiman 4xx plugged into them.
No matter what, I keep coming back to these two. I have other gear, not this is the one that pleases me the most. It is not my endgoal, but it’s superb to my ears.
PC to Topping DX7 Pro + Beyerdynamic DT1990 Pro with Dekoni velour pads. Perfection for me.
On the IEM side Sennheiser IE600 + Hiby R5 Gen II, a great pair.